Chemiluminescence properties of isoluminol related mono azo disperse dyes: Experimental and DFT based approach to photophysical properties

• Spectroscopic properties of a new series of mono azo disperse dyes are described.
• Chemiluminescence intensities are similar to the known isoluminol systems.
• Compounds are thermally stable up to 200 °C.

A six novel isoluminol derivatives containing azo unit were synthesized by coupling different N,N-disubstituted anilines with the diazotized 5-nitro and 7-nitro-6-amino-2,3-dihydrophthalazine-1,4-dione. The chemiluminescent properties were studied in hydrogen peroxide, potassium hexacyanoferrate(III) and sodium hydroxide solution. The chemiluminescence properties were compared with the standard isoluminol systems it was observed that the chemiluminescence properties of the novel derivatives were nearly same to isoluminol. The geometries of the synthesized disperse dyes for their azo and hydrazone tautomeric forms were optimized using density functional theory and their electronic excitation properties were evaluated using density functional theory and time dependent density functional theory.

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